Water → 1-[1-(4-Methoxyiminomethylphenyl)-butyl]imidazole

HRID 727858Notes

Reaction equation

HRID 727858 reaction equation
[N:1]1([CH:6]([C:10]2[CH:17]=[CH:16][C:13]([CH:14]=O)=[CH:12][CH:11]=2)[CH2:7][CH2:8][CH3:9])[CH:5]=[CH:4][N:3]=[CH:2]1.Cl.C[NH:20][OH:21].O.N1C=CC=C[CH:24]=1>>[CH3:24][O:21][N:20]=[CH:14][C:13]1[CH:16]=[CH:17][C:10]([CH:6]([N:1]2[CH:5]=[CH:4][N:3]=[CH:2]2)[CH2:7][CH2:8][CH3:9])=[CH:11][CH:12]=1

Participants

5

Reactant 4

HCID 962WaterHCID 1049PyridineHCID 77906N-methylhydroxylamine hydrochlorideHCID 145143774-[1-(1-Imidazolyl)butyl]-benzaldehyde

Product 1

HCID 542425651-[1-(4-Methoxyiminomethylphenyl)-butyl]imidazole

Procedure

0.5 g of 4-[1-(1-imidazolyl)-butyl]-benzaldehyde (of example 6) is dissolved with 0.42 g of O- methylhydroxylamine hydrochloride in 20 ml of pyridine and stirred overnight. It is poured into 100 ml of water and extracted with ethyl acetate. The organic phase is concentrated by evaporation in a vacuum and distilled on a bulb tube, boiling point 200° C./0.03 mbar. 0.39 g of 1-[1-(4-methoxyiminomethylphenyl)-butyl]imidazole is obtained.

Workup

  1. extractionextracted with ethyl acetate
  2. concentrationThe organic phase is concentrated by evaporation in a vacuum
  3. distillationdistilled on a bulb tube

Sources & evidence

ORD record
ord-f97bed249be04a4cae9a11a2b6cb8f30
Source dataset
uspto-grants-1991_09
Patent number
US05045558

Reaction notes

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